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Homes for Sale in Country Club Estates, Chestertown, MD

1 active listing · 19 sold since 2020

1

For Sale

$498K

Median Sale Price

34

Median Days on Market

98.8%

Sold-to-List

$197

Price / Sq Ft

Newest homes for sale in Country Club Estates, Chestertown, MD

See all 1 on the map

Country Club Estates, Chestertown, MD home price trend

YearMedian Sale PriceHomes Sold
2025$528K4
2024$749K3
2023$625K2
2021$537K2
2020$442K8

At the current trend, the median is modeled to reach about $686K in 2026 (estimate).

Cost to buy in Country Club Estates, Chestertown, MD

At today's ~6.63% 30-year rate, the median $498K home in Country Club Estates, Chestertown, MD runs about $3,212/mo with 20% down (principal & interest plus estimated taxes and insurance).

Estimate only — not a loan offer. Actual rate and payment depend on your profile.

Top agents in Country Club Estates, Chestertown, MD

Most active agents by closed sales here over the past 18 months.

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Country Club Estates, Chestertown, MD real estate FAQ

How many homes are for sale in Country Club Estates, Chestertown, MD?

There is 1 home currently for sale in Country Club Estates, Chestertown, MD.

How much do homes sell for in Country Club Estates, Chestertown, MD?

The median sale price in Country Club Estates, Chestertown, MD is $498K, based on 19 sales since 2020 (ranging from $348K to $769K).

How fast do homes sell in Country Club Estates, Chestertown, MD?

Homes in Country Club Estates, Chestertown, MD typically go under contract in about 34 days on market (median).

Do homes in Country Club Estates, Chestertown, MD sell above asking?

Over the past 12 months, homes in Country Club Estates, Chestertown, MD sold for an average of 98.8% of list price — below asking.

What is the price per square foot in Country Club Estates, Chestertown, MD?

Homes in Country Club Estates, Chestertown, MD have sold for a median of $197 per square foot since 2020.

Is the Country Club Estates, Chestertown, MD housing market heating up or cooling down?

The median sale price in Country Club Estates, Chestertown, MD has risen from $442K in 2020 to $528K in 2025. At the current trend, the median is on track for roughly $686K in 2026 (modeled estimate).

Who are the top real estate agents in Country Club Estates, Chestertown, MD?

The most active agents in Country Club Estates, Chestertown, MD over the past 18 months are: Stacy L. Kendall (Cross Street Realtors LLC) — 1 sale; Retha J Arrabal (Doug Ashley Realtors, LLC) — 1 sale; Peter D Heller (Coldwell Banker Chesapeake Real Estate Company) — 1 sale.